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Vacation Rentals in Osterville: Houses, Cottages & More

Gorgeous completely renovated cape cod home with a new private heated salt water pool at the end of quiet dead-end street in the Wianno area. The 5 bedroom, 3 full bath house is walking distance to Dowses Beach and Osterville Village and has been...

Brand New Full House Central Air Conditioning. Lovely 3 Bedroom home on a quiet street in the Wianno area of Osterville. The house is bright, clean and newly renovated and painted with large living room, 40" flatscreen cable TV, DVR, wireless mo...

Beautifully presented summer home on an acre of land, featuring a brand new gunite 18 x 36 ft heated pool, is perfect for family gatherings. Four bedrooms plus bunk room, all with new furniture and beds, provide comfortable and flexible sleeping ...

Quaint Cape Cod Cottage on Tower Hill Road in Osterville Village. Just a short walk to Osterville Village Main Street for shopping or ice cream at Gone Chocolate or a visit to the new library or swimming at Joshua’s Pond and Dowses Beach. This cha...

Vacation Rentals in Osterville: Houses, Cottages & More

Gorgeous completely renovated cape cod home with a new private heated salt water pool at the end of quiet dead-end street in the Wianno area. The 5 bedroom, 3 full bath house is walking distance to Dowses Beach and Osterville Village and has been...

Brand New Full House Central Air Conditioning. Lovely 3 Bedroom home on a quiet street in the Wianno area of Osterville. The house is bright, clean and newly renovated and painted with large living room, 40" flatscreen cable TV, DVR, wireless mo...

Beautifully presented summer home on an acre of land, featuring a brand new gunite 18 x 36 ft heated pool, is perfect for family gatherings. Four bedrooms plus bunk room, all with new furniture and beds, provide comfortable and flexible sleeping ...

Quaint Cape Cod Cottage on Tower Hill Road in Osterville Village. Just a short walk to Osterville Village Main Street for shopping or ice cream at Gone Chocolate or a visit to the new library or swimming at Joshua’s Pond and Dowses Beach. This cha...